RU2005130177A - POLYMERIZABLE COMPOSITIONS CONTAINING SILOXANE POLYMERIZING COMPONENTS INITIATED BY ORGAN-ORANINE COMPLEX - Google Patents

POLYMERIZABLE COMPOSITIONS CONTAINING SILOXANE POLYMERIZING COMPONENTS INITIATED BY ORGAN-ORANINE COMPLEX Download PDF

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RU2005130177A
RU2005130177A RU2005130177/04A RU2005130177A RU2005130177A RU 2005130177 A RU2005130177 A RU 2005130177A RU 2005130177/04 A RU2005130177/04 A RU 2005130177/04A RU 2005130177 A RU2005130177 A RU 2005130177A RU 2005130177 A RU2005130177 A RU 2005130177A
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oligomers
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Марк Ф. ЗОННЕНШАЙН (US)
Марк Ф. ЗОННЕНШАЙН
Стивен П. УЭББ (US)
Стивен П. УЭББ
Бенджамин Л. УЭНДТ (US)
Бенджамин Л. УЭНДТ
Дэниел Р. ХАРРИНГТОН (US)
Дэниел Р. ХАРРИНГТОН
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Дау Глобал Текнолоджиз Инк. (Us)
Дау Глобал Текнолоджиз Инк.
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/045—Polysiloxanes containing less than 25 silicon atoms
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    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
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    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
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    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
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    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
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    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
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    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/55—Boron-containing compounds

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  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
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  • Adhesives Or Adhesive Processes (AREA)
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  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)

Abstract

In one embodiment the invention is a polymerizable composition comprising a) an organoborane amine complex; b) one or more of monomers, oligomers or polymers having olefinic unsaturation which is capable of polymerization by free radical polymerization; c) one or more compounds, oligomers or prepolymers having a siloxane backbone and reactive moieties capable of polymerization; and d) a catalyst for the polymerization of the one or more compounds, oligomers or prepolymers having a siloxane backbone and reactive moieties capable of polymerization. This composition may further comprise a compound which causes the organoborane amine complex to disassociate. In a preferred embodiment, the two part composition further comprises a compound which is reactive with both the b) one or more of monomers, oligomers or polymers having olefinic unsaturation which is capable of polymerization by free radical polymerization; and the c) one or more compounds, oligomers or prepolymers having a siloxane backbone and reactive moieties capable of polymerization. This composition can be polymerized by contacting the two parts of the composition. In another embodiment the invention is an organoborane amine complex comprising an alkyl borane having ligands which are alkyl, cycloalkyl or both and an amino siloxane.

Claims (17)

1. Полимеризующаяся композиция, содержащая1. A polymerizable composition containing а) органоборан-аминный комплекс,a) organoborane-amine complex, b) один или более мономеров, олигомеров или полимеров, имеющих олефиновую ненасыщенность, которые способны полимеризоваться свободнорадикальной полимеризацией,b) one or more monomers, oligomers or polymers having olefinic unsaturation which are capable of polymerizing by free radical polymerization, с) одно или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь и реакционные остатки, способные к полимеризации, иc) one or more compounds, oligomers or prepolymers having a siloxane backbone and polymerizable reaction residues, and d) катализатор полимеризации одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь и реакционные остатки, способные к полимеризации.d) a polymerization catalyst for one or more compounds, oligomers or prepolymers having a siloxane backbone and polymerizable reaction residues. 2. Полимеризующаяся композиция по п.1, дополнительно содержащая катализатор полимеризации одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь и реакционные остатки, способные к полимеризации, в которой соединение, которое вызывает диссоциацию комплекса, хранят отдельно от комплекса и катализатор полимеризации одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь, хранят отдельно от одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь, до тех пор, пока не потребуется инициирование полимеризации.2. The polymerizable composition according to claim 1, additionally containing a polymerization catalyst for one or more compounds, oligomers or prepolymers having a siloxane backbone and polymerizable reaction residues in which the compound that causes the complex to dissociate is stored separately from the complex and the polymerization catalyst one or more compounds, oligomers or prepolymers having a siloxane backbone, are stored separately from one or more compounds, oligomers or prepolymers having siloxanes main chain, until the initiation of polymerization is required. 3. Композиция по п.1 или 2, в которой композиция дополнительно содержит соединение, которое взаимодействует как с b) одним или более мономеров, олигомеров или полимеров, имеющими олефиновую ненасыщенность, так и с с) одним или более соединений, олигомеров или форполимеров, имеющими силоксановую главную цепь.3. The composition according to claim 1 or 2, in which the composition further comprises a compound that interacts with b) one or more monomers, oligomers or polymers having olefinic unsaturation, and c) one or more compounds, oligomers or prepolymers, having a siloxane backbone. 4. Композиция по любому из п.1 или 2, в которой один или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь, дополнительно содержат реакционные остатки, способные к силанольной конденсации, реакционные винильные остатки, гидридную функциональность или гидроксифункциональность.4. The composition according to any one of claim 1 or 2, in which one or more compounds, oligomers or prepolymers having a siloxane backbone, further comprise reaction residues capable of silanol condensation, reaction vinyl residues, hydride functionality or hydroxy functionality. 5. Полимеризованная композиция, полученная из композиции по любому из пп.1-4, содержащая один или более полимеров, полученных из одного или более мономеров, олигомеров или полимеров, имеющих олефиновую ненасыщенность, которые способны полимеризоваться свободнорадикальной полимеризацией, и один или более полимеров второго типа, полученных из одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь и реакционные остатки, способные к полимеризации.5. The polymerized composition obtained from the composition according to any one of claims 1 to 4, containing one or more polymers derived from one or more monomers, oligomers or polymers having olefinic unsaturation, which are capable of polymerizing by free radical polymerization, and one or more polymers of the second type obtained from one or more compounds, oligomers or prepolymers having a siloxane backbone and polymerizable reaction residues. 6. Полимеризованная композиция по п.5, в которой часть полимеров, полученных из мономеров, олигомеров или полимеров, имеющих олефиновую ненасыщенность, ковалентно связана с частью полимеров, полученных из одного или более соединений, олигомеров или форполимеров, имеющих силоксановую главную цепь, посредством соединения, которое взаимодействует с обоими типами полимеров.6. The polymerized composition according to claim 5, in which part of the polymers obtained from monomers, oligomers or polymers having an olefinic unsaturation, is covalently linked to part of the polymers obtained from one or more compounds, oligomers or prepolymers having a siloxane backbone, by connecting which interacts with both types of polymers. 7. Комплекс, содержащий боран, имеющий три лиганда, выбранные отдельно в каждом случае из алкила и циклоалкила, и аминосилоксана.7. A complex containing borane having three ligands selected individually in each case from alkyl and cycloalkyl, and aminosiloxane. 8. Комплекс по п.7, в котором комплекс соответствует одной из формул8. The complex according to claim 7, in which the complex corresponds to one of the formulas
Figure 00000001
Figure 00000001
 где В представляет собой бор;where is a boron; R2 отдельно в каждом случае представляет собой С1-10-алкил, С3-10-циклоалкил, или два или более R2 могут соединяться с образованием циклоалифатического кольца;R 2 separately in each case is C 1-10 alkyl, C 3-10 cycloalkyl, or two or more R 2 may combine to form a cycloaliphatic ring; Q представляет собой гидролизующийся остаток;Q is a hydrolyzable residue; R11 независимо в каждом случае представляет собой водород, алкил, алкокси, алкенил, алкиламино или соответствует формуле ((CR14H)rO)n-(NR4)-(CH2)o-NH2, при условии, что, по меньшей мере, (R11)' представляет собой первичный амин, остающийся как есть;R 11 independently in each case represents hydrogen, alkyl, alkoxy, alkenyl, alkylamino or corresponds to the formula ((CR 14 H) r O) n - (NR 4 ) - (CH 2 ) o —NH 2 , provided that, at least (R 11 ) 'is a primary amine remaining as is; R12 независимо в каждом случае представляет собой водород, алкил, арил, алкокси и может дополнительно содержать один или более первичных, вторичных или третичных аминов;R 12 independently in each case represents hydrogen, alkyl, aryl, alkoxy and may optionally contain one or more primary, secondary or tertiary amines; R14 отдельно в каждом случае представляет собой водород или алкил;R 14 separately in each case represents hydrogen or alkyl; R4 представляет собой водород, С1-10-алкил, С6-10-арил или С7-10-алкарил;R 4 represents hydrogen, C 1-10 alkyl, C 6-10 aryl or C 7-10 alkaryl; а представляет собой число от 1 до 10;a is a number from 1 to 10; b представляет собой число от 0 до 1;b is a number from 0 to 1; m отдельно в каждом случае представляет собой целое число 1 или более;m separately in each case is an integer of 1 or more; р отдельно в каждом случае представляет собой число от 1 до 3;p separately in each case represents a number from 1 to 3; q отдельно в каждом случае представляет собой целое число от 1 до 2, где сумма р и q на каждом атоме кремния равна 3;q separately in each case is an integer from 1 to 2, where the sum of p and q on each silicon atom is 3; n отдельно в каждом случае представляет собой целое число от 4 до 400;n separately in each case is an integer from 4 to 400; о отдельно в каждом случае представляет собой целое число от 1 до 9; иo separately in each case is an integer from 1 to 9; and r отдельно в каждом случае представляет собой целое число 2 или 4.r separately in each case is an integer 2 or 4. 9. Полимеризующаяся композиция, содержащая9. A polymerizable composition containing а) органоборан-аминный комплекс;a) organoborane-amine complex; b) один или более мономеров, олигомеров или полимеров, имеющих олефиновую ненасыщенность, которые способны полимеризоваться свободнорадикальной полимеризацией; иb) one or more monomers, oligomers or polymers having olefinic unsaturation that are capable of polymerizing by free radical polymerization; and с) соединение, которое имеет силоксановые группы в его главной цепи и содержит остаток, который при воздействии влаги образует кислоту, способную разлагать органоборан-аминный комплекс.c) a compound that has siloxane groups in its main chain and contains a residue which, when exposed to moisture, forms an acid capable of decomposing the organoborane-amine complex. 10. Способ полимеризации композиции по п.9, включающий воздействие на композицию атмосферной влаги в таких условиях, что соединение с) образует кислоту, способную разлагать органоборан-аминный комплекс.10. The method of polymerizing a composition according to claim 9, comprising exposing the composition to atmospheric moisture under such conditions that compound c) forms an acid capable of decomposing the organoborane-amine complex. 11. Способ полимеризации композиции по п.1, где композицию выдерживают при температурах, при которых органоборан-аминный комплекс претерпевает диссоциацию и инициирует полимеризацию реакционных соединений, олигомеров или форполимеров.11. The method of polymerizing the composition according to claim 1, where the composition is maintained at temperatures at which the organoborane-amine complex undergoes dissociation and initiates the polymerization of reaction compounds, oligomers or prepolymers. 12. Способ полимеризации композиции по п.2, в котором взаимодействуют два компонента композиции.12. The method of polymerizing a composition according to claim 2, in which two components of the composition interact. 13. Клеевая композиция, содержащая композицию по п.1.13. An adhesive composition containing the composition according to claim 1. 14. Клеевая композиция, содержащая композицию по п.2.14. An adhesive composition containing the composition according to claim 2. 15. Способ склеивания двух подложек вместе, содержащий контактирование двух подложек с композицией по п.13, расположенной между двумя подложками, и обеспечение отверждения клея.15. A method of bonding two substrates together, comprising contacting the two substrates with the composition according to item 13, located between the two substrates, and providing curing of the adhesive. 16. Способ склеивания двух подложек вместе, содержащий контактирование двух подложек с композицией по п.14, расположенной между двумя подложками, и обеспечение отверждения клея.16. A method of bonding two substrates together, comprising contacting the two substrates with the composition according to 14, located between the two substrates, and providing curing of the adhesive. 17. Способ склеивания двух подложек вместе, содержащий17. A method of bonding two substrates together, containing А) взаимодействие силоксана с гидрокси-окончанием с тетраалкоксисиликатом, диспергированным в акрилатной смоле, в присутствии оловоорганического или титанатного катализатора в таких условиях, что получается силоксановый полимер, диспергированный в акрилатной смоле,A) the interaction of a siloxane with a hydroxy terminus with a tetraalkoxysilicate dispersed in an acrylate resin in the presence of an organotin or titanate catalyst under such conditions that a siloxane polymer dispersed in an acrylate resin is obtained, В) контактирование силоксансодержащего полимера, диспергированного в акрилатной смоле, с органоборан-аминным комплексом,C) contacting the siloxane-containing polymer dispersed in an acrylate resin with an organoborane-amine complex, С) контактирование композиции стадии В с эффективным количеством соединения, которое вызывает диссоциацию комплекса,C) contacting the composition of stage B with an effective amount of a compound that causes dissociation of the complex, D) контактирование двух подложек с композицией согласно стадии С, расположенной между двумя подложками, и обеспечение отверждения клея.D) contacting the two substrates with the composition according to step C located between the two substrates, and ensuring the curing of the adhesive.
RU2005130177/04A 2003-02-28 2004-02-20 Polymerising compositions initiated by organoborane amine complex and containing siloxane polymerising components, methods of polymerisation, glue compositions based on them, method of gluing two substrates using them RU2335517C2 (en)

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